Hydrogen Peroxide → HCID 14580518, compound

HRID 1613613Notes

Reaction equation

HRID 1613613 reaction equation
[C:1]1([S:7][C:8]2[CH:9]=[CH:10][C:11]3[O:17][CH2:16][CH2:15][CH:14]=[CH:13][C:12]=3[CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:19]O>C(O)(=O)C>[C:1]1([S:7]([C:8]2[CH:9]=[CH:10][C:11]3[O:17][CH2:16][CH2:15][CH:14]=[CH:13][C:12]=3[CH:18]=2)=[O:19])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 14580517HCID 14580517, compound

Product 1

HCID 14580518HCID 14580518, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.00 g (23.6 mmol) of 2,3-dihydro-7-phenylthio-1-benzoxepin are introduced at 15°-20° C. into 59 ml of glacial acetic acid and, at this temperature, 5 ml of aqueous hydrogen peroxide solution (30% strength) are added dropwise. The mixture is stirred at this temperature for about 2 hours until all the precursor has reacted (TLC check). The mixture is then stirred into sodium bicarbonate/ice-water and extracted several times with diethyl ether. The combined ether phases are washed with water and saturated sodium chloride solution, dried over sodium sulfate and filtered, and the solvent is evaporated off in vacuo. 6.2 g of oil remain and are reacted without further purification.

Workup

  1. additionare added dropwise
  2. customhas reacted (TLC check)
  3. extractionextracted several times with diethyl ether
  4. washThe combined ether phases are washed with water and saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent is evaporated off in vacuo
  8. customare reacted without further purification

Sources & evidence

ORD record
ord-3c2aff5fecab45b3b521fa33e038caec
Source dataset
uspto-grants-1993_03
Patent number
US05194442

Reaction notes

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